5'-O-(4,4'-dimethoxytrityl)-2',3'-di-O-t-butyldimethylsilyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

Base Information

Chemical Name:5'-O-(4,4'-dimethoxytrityl)-2',3'-di-O-t-butyldimethylsilyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine
CAS No.:1338923-36-6
Molecular Formula:C₄₅H₆₀FN₃O₇SSi₂
Molecular Weight:862.223
Hs Code.:

Synonyms:5'-O-(4,4'-dimethoxytrityl)-2',3'-di-O-t-butyldimethylsilyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

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Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-2',3'-di-O-t-butyldimethylsilyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-2',3'-di-O-t-butyldimethylsilyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

There total 4 articles about 5'-O-(4,4'-dimethoxytrityl)-2',3'-di-O-t-butyldimethylsilyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1001-58-7
3-mercaptopropionitrile

: 1338923-33-3
5'-O-(4,4'-dimethoxytrityl)-2',3'-di-O-t-butyldimethylsilyl-5-fluoro-4-deoxo-3,4-dehydro-4-(1,2,4-triazol-1-yl)uridine

: 1338923-36-6
5'-O-(4,4'-dimethoxytrityl)-2',3'-di-O-t-butyldimethylsilyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 1.5h;
DOI:10.1016/j.bmc.2011.08.035

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1338923-36-6
5'-O-(4,4'-dimethoxytrityl)-2',3'-di-O-t-butyldimethylsilyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

2.1: triethylamine; trichlorophosphate / acetonitrile / 0.17 h / 0 °C

2.2: 0 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 1.5 h / 20 °C

With 1H-imidazole; triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2011.08.035

Reference yield:

: 157770-09-7
5’-O-4,4'-dimethoxytrityl-5-fluorouridine

: 1338923-36-6
5'-O-(4,4'-dimethoxytrityl)-2',3'-di-O-t-butyldimethylsilyl-4-deoxo-3,4-dehydro-4-(2-cyanoethylthio)-5-fluorouridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

2.1: triethylamine; trichlorophosphate / acetonitrile / 0.17 h / 0 °C

2.2: 0 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 1.5 h / 20 °C

With 1H-imidazole; triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2011.08.035